Ossipee Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Ossipee holiday rentals

10.0 out of 10, Exceptional, (24)
"Everything about our stay was lovely! Check-in was smooth, the property was gorgeous, and the cottage was full of charm. "
United States
Daniel S.
The price is NZ$434
includes taxes & fees
8 Jan - 9 Jan
Rustic Rose Cottage of Historic West Lebanon

Apartment in Wolfeboro

9 Lake Street
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is NZ$424
includes taxes & fees
16 Jan - 17 Jan
9 Lake Street
2.0 star property
8.4 out of 10, Very good, (15)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
Danforth Bay Camping and RV Resort
9.6 out of 10, Exceptional, (15)
"Enjoyed our stay. "
United States
Ilene T.
The price is NZ$306
includes taxes & fees
21 Jan - 22 Jan
Cute Cedar Lodge Studio with Balcony & Lake Views!
10.0 out of 10, Exceptional, (45)
"the property is gorgeous and exactly what we needed for a little getaway! "
United States
Allie K.
The price is NZ$516
includes taxes & fees
19 Jan - 20 Jan
Lotus Spa, your home away from home

Camping in Brownfield

Rufus III Yurt on the river
10.0 out of 10, Exceptional, (12)
"Had a great time,will be back for sure. "
United States
John C.
The price is NZ$320
includes taxes & fees
7 Feb - 8 Feb
Rufus III Yurt on the river
10.0 out of 10, Exceptional, (17)
"The ava jade yurt was a great spot to unwind. It had everything we needed, was clean, and very comfy in the winter weather. Communication was good and the check-in and check-out processes were easy. "
United States
Sean M.
The price is NZ$283
includes taxes & fees
7 Feb - 8 Feb
Ava Jade yurt nestled in the woods of Brownfield, Maine
10.0 out of 10, Exceptional, (3)
"Everything was great for check in, and the amenities and snacks there were a great touch! Came in handy for the couple that forgot to pack their toothbrushes! "
United States
Brian A.
The price is NZ$525
includes taxes & fees
14 Jan - 15 Jan
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
8.4 out of 10, Very good, (17)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is NZ$462
includes taxes & fees
8 Jan - 9 Jan
Inviting condo in quiet locale with partial lake views, balcony & grilling area
10.0 out of 10, Exceptional, (21)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is NZ$301
includes taxes & fees
8 Jan - 9 Jan
Allie Mae Yurt nestled in the woods
10.0 out of 10, Exceptional, (17)
"Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent! "
United States
Laura B.
The price is NZ$777
includes taxes & fees
13 Jan - 14 Jan
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Condo in Weirs Beach

Cozy Winter Escape
9.2 out of 10, Wonderful, (17)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is NZ$525
includes taxes & fees
15 Jan - 16 Jan
Cozy Winter Escape
10.0 out of 10, Exceptional, (3)
"I stayed here for the 4th of July weekend and had a wonderful time! You can really tell the host put a lot of thought and detail to every little thing on the inside and outside. There was a lot of nice features throughout like the hidden sauna, hot tub, fire pit, swinging chairs, etc. "
United States
Stephanie S.
The price is NZ$779
includes taxes & fees
11 Jan - 12 Jan
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
10.0 out of 10, Exceptional, (4)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is NZ$350
includes taxes & fees
18 Jan - 19 Jan
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
10.0 out of 10, Exceptional, (91)
"The space is immaculate and beautifully decorated! Hostess provides a nice selection of shampoo and body wash, coffee, and very comfortable bed.Conveniently located near Conway restaurants, along the Kancamagus scenic drive.Very nice experience!"
United States
susan r.
The price is NZ$418
includes taxes & fees
8 Jan - 9 Jan
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
9.8 out of 10, Exceptional, (25)
"We stayed here the weekend of June 20th for a girls trip & had an amazing time! The home was clean and comfortable. We enjoyed the private beach & beautiful view from the deck! Highly recommend. "
United States
Erin B.
The price is NZ$832
includes taxes & fees
8 Jan - 9 Jan
White Mountains Waterfront Chalet w/ Private Beach

Holiday Home in Acton

Welcome to the Z E N
9.6 out of 10, Exceptional, (14)
"Nice little escape without being too far from everything. Gesine was a great host as usual"
United States
Kate-Lynn P.
The price is NZ$550
includes taxes & fees
10 Jan - 11 Jan
Welcome to the Z E N
2.0 star property
9.0 out of 10, Wonderful, (2)
"This was an amazing stay for our family and fur babies, super clean, comfortable, with all of the amenities of home! Very close to all of the mountains, restaurants, downtown yet so very private and quiet.Abbey and the Indigo Team are SO responsive and go over and above to ensure you have everything you need for a comfortable and enjoyable stay.Definitely recommend this special spot and we hope to go back! "
United States
Renee F.
The price is NZ$838
includes taxes & fees
21 Jan - 22 Jan
Adventure Tower: Family Fun for All Ages!
10.0 out of 10, Exceptional, (6)
"Beautiful condo spacious and clean beautiful views loved the pool and hot tub! "
United States
Melissa D.
The price is NZ$585
includes taxes & fees
2 Feb - 3 Feb
Cozy condo with WiFi, fitness room in enjoyable Laconia
8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is NZ$486
includes taxes & fees
9 Jan - 10 Jan
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Ossipee Hotel Reviews

Find out more about Ossipee

Everything you need to know about Ossipee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ossipee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ossipee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ossipee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ossipee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ossipee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ossipee holiday rentals we have selected for you start as low as NZ$347 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best Ossipee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ossipee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ossipee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ossipee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Ossipee?

Yes, there are holiday rentals close to the most popular sights in Ossipee, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Ossipee has to offer?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This holiday home rental outside of Ossipee is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Ossipee?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossipee stay.

What’s there to see and do in Ossipee?

While exploring the area, visit family-friendly sights like Stand Up Paddleboard NH, or get outside and enjoy nature at Ossipee Lake Trail. In the wider area, you’ll find Lake Wentworth and Province Lake Golf Course.

What’s a holiday rental in Ossipee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossipee. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.